The addition of HBr to $3$ $- m e t h y l -$ 1 $- b u t e n e$ leads to several products.One of these products, the major product, in fact, is formed via a rearranged carbocation. Identify that product?

(C H_{3})_{2} C B r - C H_{2} - C H_{3}

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(C H_{3})_{2} C H - C H_{2} - C H_{2} B r

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C H_{3} - C H_{2} - C H_{2} - C H_{2} - C H_{2} B r

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(C H_{3})_{2} C H - C H B r - C H_{3}

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Solution

The correct option is A $(C H_{3})_{2} C B r - C H_{2} - C H_{3}$
Markownikoff's rule states that with the addition of an HX to an unsymmetrical alkene, the acid hydrogen (H) becomes attached to the carbon with fewer alkyl substituents, and the halide (X) group becomes attached to the carbon with more alkyl substituents.
Alternatively, the rule can be stated that the hydrogen atom is added to the carbon with the greater number of hydrogen atoms while the X component is added to the carbon with the fewer number of hydrogen atoms.
In the above, secondary carbocation is formed. but it undergoes rearrangement to form the most stable tertiary carbocation and then halogen is added only thefirst option $(C H_{3})_{2} C B r - C H_{2} - C H_{3}$ has bromine atom attached to the tertiary carbon. so that should be the major product formed by rearrangement of the carbocation.
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